The Simplicity Sessions

← The Simplicity Sessions24 Sept · 44 min

#617: We Answered Your Biggest Money Questions

#617: We Answered Your Biggest Money Questions24 Sept44 min

This week, Chris and I are doing something a little different. We asked our community to submit their biggest money questions, and we're answering them — live, on the spot, with no sneak peeks at each other's answers beforehand. It's a fun, honest, sometimes surprising conversation about how we think about money as a couple.

In this episode, we cover:

A bonus question: who's really the "authoritative one" in our relationship

Whether we'd hand a 25-year-old $100K (and what parameters we'd put around it)

The classic debate: pay off a 3% mortgage or invest that money instead

Owning vs. renting a vacation property

Would we give up travel for five years to retire five years earlier? (Short answer: not a chance)

Do we tell each other about every purchase? Plus, the early years when we were in financial survival mode

Lending money to family

Would we buy our kids a house? What we'd actually do instead

The big one: would we keep working with $10 million in the bank? (Chris's answer genuinely surprised me)

A personal story about my parents' recent move at 81 and 83, and the reminder that there's no guarantee of "the right time"